4-Hydroxy-D-(-)-2-phenylglycine

Synonym(s):(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid;4-Hydroxy-D-phenylglycine;Cefadroxyl impurity A

CAS NO.：22818-40-2
Empirical Formula: C8H9NO3
Molecular Weight: 167.16
MDL number: MFCD00004262
EINECS: 245-247-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-31 18:15:48

4-Hydroxy-D-(-)-2-phenylglycine Structural

What is 4-Hydroxy-D-(-)-2-phenylglycine?

Description

d-(p-Hydroxyphenyl)glycine (d-HPG) is widely used in large amounts as an important intermediate for the synthesis of amoxicillin and several other semisynthetic β-lactam antibiotics.

Chemical properties

off-white powder

The Uses of 4-Hydroxy-D-(-)-2-phenylglycine

4-Hydroxy-D-(-)-2-phenylglycine is an compound used mainly for the synthetic preparation of β-lactam antibiotics.

The Uses of 4-Hydroxy-D-(-)-2-phenylglycine

4-Hydroxy-D-(-)-2-phenylglycine (Cefadroxil EP Impurity A(Amoxicillin EP Impurity A)) is an compound used mainly for the synthetic preparation of β-lactam antibiotics.

Definition

ChEBI: The D-enantiomer of 4-hydroxyphenylglycine. A non-proteinogenic amino acid found in Herpetosiphon aurantiacus.

Flammability and Explosibility

Non flammable

Purification Methods

Crystallise it from water and dry it in vacuo. [Beilstein 14 I 659.]

Properties of 4-Hydroxy-D-(-)-2-phenylglycine

Melting point:	240 °C (dec.)(lit.)
Boiling point:	295.73°C (rough estimate)
alpha	-156 º (c=1, 1 N HCl)
Density	1.396
vapor pressure	0Pa at 25℃
refractive index	-158 ° (C=1, 1mol/L HCl)
storage temp.	2-8°C
solubility	5g/l
form	Liquid
pka	2.15±0.10(Predicted)
color	Clear colorless to yellow
optical activity	[α]23/D 158±3°, c = 1 in 1 M HCl
Water Solubility	5 g/L (20 ºC)
BRN	2210998
CAS DataBase Reference	22818-40-2(CAS DataBase Reference)
EPA Substance Registry System	Benzeneacetic acid, .alpha.-amino-4-hydroxy-, (.alpha.R)- (22818-40-2)

Safety information for 4-Hydroxy-D-(-)-2-phenylglycine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.